5-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-methyl-butanoylamino]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester | 943631-31-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-methyl-butanoylamino]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 5-[[2-(1,3-dioxoisoindol-2-yl)-3-methylbutanoyl]amino]-1-methylpyrazole-4-carboxylate
• CAS: 943631-31-0
• 化学式: C₂₀H₂₂N₄O₅
• 分子量: 398.418
• InChiKey: DZGDMJJGOHGBEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-methyl-butanoylamino]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester 在 六氯乙烷 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2-[1-(5-ethyl-1-methyl-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-2-methylpropyl]-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  A novel synthesis of substituted 4H-pyrazolo[3,4-d]pyrimidin-4-ones

  摘要：

  A novel synthesis of 4H-pyrazolo-[3,4-d]pyrimidin-4-ones is described. This approach utilizes an in situ generated imino-chloride as a key precursor for amidine formation, with subsequent base-catalyzed ring closure. This method represents a mild and efficient entry into this ring system which is amenable to diversification of the core template. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.043
• 作为产物：
  描述：

  5-氨基-1-甲基吡唑-4-甲酸乙酯 、 phthalyl-DL-valine acid chloride 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以89%的产率得到5-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-methyl-butanoylamino]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  A novel synthesis of substituted 4H-pyrazolo[3,4-d]pyrimidin-4-ones

  摘要：

  A novel synthesis of 4H-pyrazolo-[3,4-d]pyrimidin-4-ones is described. This approach utilizes an in situ generated imino-chloride as a key precursor for amidine formation, with subsequent base-catalyzed ring closure. This method represents a mild and efficient entry into this ring system which is amenable to diversification of the core template. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.043

文献信息

• A novel synthesis of substituted 4H-pyrazolo[3,4-d]pyrimidin-4-ones
  作者：Nicholas D. Adams、Stanley J. Schmidt、Steven D. Knight、Dashyant Dhanak

  DOI：10.1016/j.tetlet.2007.04.043

  日期：2007.6

  A novel synthesis of 4H-pyrazolo-[3,4-d]pyrimidin-4-ones is described. This approach utilizes an in situ generated imino-chloride as a key precursor for amidine formation, with subsequent base-catalyzed ring closure. This method represents a mild and efficient entry into this ring system which is amenable to diversification of the core template. (c) 2007 Elsevier Ltd. All rights reserved.